Flavone C-glycosides of two Metzgeria species

Six known tricin and apigenin di-C-glycosides, including 2″-O-ferulylisoschaftoside, have been identified in gametophytic material of Metzgeria conjugata. M. leptoneura contains a new di-C-glycoside, tricin 6-C-xyloside-8-C-hexoside. The chemotaxonomic relevance of the flavonoid patterns is briefly discussed.     

Flavone C-glycosides of Apometzgeria pubescens

Eleven flavone di-C-glycosides, including nine which are new, have been identified in gametophytic material of Apometzgeria pubescens. Tricetin 6,8-di-C-glucoside and tricin 6-C-arabinoside-8-C-pentoside are the major compounds. Another identified was ferulylisoschaftoside. The chemotaxonomic relevance of the flavonoid pattern of Apometzgeria pubescens is briefly discussed.     

Flavonoids in Parahebe and Veronica: a chemosystematic study

Flavone glycosides are the main flavonoid leaf constituents in the related genera Parahebe and Veronica (Scrophulariaceae), in agreement with former chemical studies of the family. In Parahebe there are groups of species in which there are mainly luteolin glycosides, and groups in which 6-hydroxyluteolin dominates. Small amounts of apigenin occur in many taxa. Glycosylation is usually in the 7-position but 4′- and 5-glycosides were also found. In Veronica a larger variety of flavone aglycones was found: e.g. luteolin, apigenin, chrysoeriol, tricin and three different 6-hydroxyflavones. They are often present in the plants in the form of glucuronides. Glycosylation is in the 7-or-5-position. Most species of both genera have a distinctive pattern of flavonoid glycosides in their leaves which can be used for identification. Populations of P. catarractae are an exception in showing three different patterns, but here the variety in flavone profiles corresponds to the pattern of morphological and geographic variation within this taxon. Anthocyanins are responsible for the blue, mauve and pink colours of the flowers in the two genera. In Veronica they are based on delphinidin, whereas in Parahebe catarractae on both delphinidin and cyanidin.     

Chemosystematic aspects of flavonoid distribution in twenty-two taxa of Helenium

Distributional data for 12 flavonoids in twenty-two taxa of Helenium are presented. Flavonoids identified to date are all flavones based on luteolin and apigenin. Chemosystematic interpretations are made concerning several species and species groups.     

Flavonoid glycosides of Tribulus pentandrus and T. Terrestris

Twenty-five flavonoid glycosides were detected in Tribulus pentandrus and T. terrestris. The glycosides belong to the common flavonols, kaempferol, quercetin and isorhamnetin, with the 3-gentiobiosides as the major glycosides. Traces of a flavone (tricin) glycoside was also present in T. pentandrus. The separation of Tribulaceae as a distinct family from Zygophyllaceae is discussed.     

Systematic implications of flavonols in Zaluzania

The distribution of flavonols based on quercetin and kaempferol in the leaves of Zaluzania supports phyletic interpretations based on morphology and cytology.     

Distribution of flavonoids and their systematic significance in Clematis subsection Viornae

Fifteen flavonoids were identified in the eight taxa of Clematis subsection Viornae. Flavonols, flavones, and C-glycosyl flavones were present. The compounds were based primarily on luteolin, apigenin, quercetin, and kaempferol. The systematic significance of the distribution of these compounds among the taxa is discussed.     

Sesquiterpenoids of Riccardia and Pallavicinia species

Riccardia species (Metzgeriales) contain various types of sesquiterpenes. R. jackii produces ent-selinane-, ent-aromadendrane-and ent-bicyclogermacrane-type sesquiterpenes together with (R)-cuparene and α-barbatene. Aneura pinguis (= Riccardia pinguis) is chemically quite different from R. multifida and R. jackii. The former produces a large amount of pinguisone. R. multifida contains 6-(3-methyl-2-butenyl)-indole and (+)-β-elemene as the major components. Pallavicinia longispina (Dilaenaceae; Metzgeriales) produces mainly spathulenol. The chiral properties of the sesquiterpenes isolated from R. jackii are quite similar to those of red algae, Laurencia species.     

Flavone glycosides of some Launaea species

Eight flavone glycosides were isolated from Launaea nudicaulis and identified as apigenin 7-glucoside and 7-gentiobioside, luteolin 7-glucoside, 7-     

Systematic implications of flavonoids in Hazardia

The flavonoid patterns in Hazardia species support species delimitations and relationships based on morphology and geography. The compounds thus far elucidated are glycosides of quercetin, kaempferol, isorhamnetin, luteolin, and apigenin, glycoflavones of apigenin, and methoxylated flavonol aglycones.     

A comparative study of the flavonoids of Medicago radiata with other Medicago and related Trigonella species

The flavonoid glycosides of Medicago radiata as well as M. arabica, M. polymorpha, M. sativa, Trigonella coerulescens, T. foenum-graecum and T. spicata were studied in detail. Major glycosides identified were the 7-glucuronides of apigenin, luteolin, chrysoeriol and tricin, as well as lesser amounts of di- and triglucuronides of chrysoeriol and tricin. Also identified were the 3-robinobioside and 3,7-diglucoside of kaempferol, along with lesser amounts of quercetin-3,7-diglucoside, 4′,7-dihydroxyflavone, 3′,4′,7-trihydroxyflavone, formononetin and daidzein. Twelve other Medicago and Trigonella species were also studied for their flavonoid aglycones. The systematic position of M. radiata is discussed.     

Flavonoid variation in Xanthisma texanum: Infrapopulation and interpopulation variation

Fourteen flavonoids were isolated from Xanthisma texanum. Chemosystematic interpretations are made concerning the origin and distribution of the infraspecific taxa of the species.     

Chemosystematics of the hydrophyllaceae: Flavonoids of three species of eriodictyon

Eleven flavonoids, nine aglycones and two glycosides were isolated from Eriodictyon tomentosum, E. angustifolium and E. Californicum. Aglycones included the flavanone homoeriodictyol, the flavones apigenin, luteolin, chrysoeriol, 6-methoxyapigenin, 6-methoxyapigenin 7-methyl ether, 6-methoxyapigenin 4′-methyl ether, 6-methoxyluteolin and 6-methoxyluteolin 3′-methyl ether, glycosides were the 3-O-glucosides of quercetin and kaempferol.     

A chemosystematic survey of the fern genus Bommeria

A phytochemical survey of the species of Bommeria showed that foliage of the members of this genus contains a variety of flavonol and flavone glycosides. The distributions of chemical and morphological characters in Bommeria correlated to circumscribe infrageneric affinities: B. hispida and B. subpalaecea comprise one evolutionary line, while B. pedata and B. ehrenbergiana form a second. Flavonoid data may also be applied in concert with spore morphology in defining intergeneric species groups within Bommeria and Hemionitis.     

Systematic implicationsofflavonoid patterns in Haplopappus segregates

Complex flavonoid patterns are correlated with primitive woody taxa and high base chromosome numbers among Haplopappus segregates. Variability among flavonoid complements supports the polyphyletic interpretation of the genus.     

Analysis of a hybrid swarm involving Eucalyptus crenulata and E. ovata using leaf oils and morphology

The morphology and leaf oils of naturally occurring Eucalyptus crenulata, E. ovata and presumed hybrids between them were analysed. The nine hybrid trees found all showed intermediacy between the parents in either morphology or oils or both. Morphological and oils characters were not always strongly linked. Field distribution data also suggest hybrid origin. It is suggested that leaf oils may be much more valuable as characters in Eucalyptus taxonomy than has previously been thought.     

Alkaloids of Zanthoxylum monophyllum and Z. punctatum

The known alkaloids N-methylcorydine and magnoflorine were major constituents of stems and branches of Zanthoxylum punctatum (Rutaceae). Berberine was the major alkaloid of Z. monophyllum, which also contained a new pyrano-2-quinolone alkaloid, zanthophylline, and its desmethyl analog. Zanthophylline has an —NCH₂OAc functional group which is readily hydrolyzed by dilute acid. Methyl vanillate and the furocoumarin columbianetin were also found in Z. monophyllum.     

Floral anthocyanins of some malesian Hibiscus species

In 14 Malesian species of Hibiscus (sensu lato) the most common floral anthocyanin was cyanidin 3-sambubioside. Cyanidin 3-glucoside was found     

Sesquiterpenes of six Porella species (hepaticae)

The distribution in six Porella species of drimane-, aromadendrane- and pinguisane-type sesquiterpenes and norsesquiterpenes is described. The sharp pungent substance of P. gracillissima, P. fauriei and P. macroloba is (+)-tadeonal.     

Systematic significance of xanthones,benzophenones and biflavonoids in Garcinia

Various parts of ten African species of Garcinia produce a range of xanthones, biflavonoids and lactones. Condensed tannins based on procyanidin are also a major feature of some of the species examined and these tend to be relatively deficient in biflavonoids. Distribution of compounds between plant parts can vary markedly but, in general, the distribution of xanthones, biflavonoids and benzophenones among these and other African species relates well to classical taxonomic divisions. However, when Asian species are included in the analysis only the biflavonoids appear to show general promise as taxonomic markers within the genus. All three classes of compounds seem to possess value as taxonomic markers at the supra-generic level within the subfamily Clusioideae.